$125 Cheap flight deals from Chicago (CHI) to Telluride (DRO)

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This Weekend's Flight Deals from Chicago to Telluride

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Aug 3 - Fri, Aug 15
ORD
O'Hare Intl.
DRO
La Plata County
$444 Roundtrip, found 5 days ago
$444
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Aug 3 from O'Hare Intl. to La Plata County, returning Fri, Aug 15, priced at $444 found 5 days ago

Airfares from $125 One Way, $243 Round Trip from Chicago to Telluride

Prices starting at $243 for return flights and $125 for one-way flights to Telluride were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Sep 10 - Wed, Sep 17
ORD
Chicago
MTJ
Montrose
$243 Roundtrip, found 4 days ago
$243
Roundtrip
found 4 days ago
Select United flight, departing Wed, Sep 10 from Chicago to Montrose, returning Wed, Sep 17, priced at $243 found 4 days ago
Thu, Nov 13 - Wed, Nov 19
MDW
Chicago
MTJ
Montrose
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Thu, Nov 13 from Chicago to Montrose, returning Wed, Nov 19, priced at $249 found 2 days ago
Wed, Sep 10 - Wed, Sep 17
ORD
Chicago
MTJ
Montrose
$253 Roundtrip, found 4 days ago
$253
Roundtrip
found 4 days ago
Select United flight, departing Wed, Sep 10 from Chicago to Montrose, returning Wed, Sep 17, priced at $253 found 4 days ago
Wed, Aug 13 - Mon, Aug 25
ORD
Chicago
MTJ
Montrose
$254 Roundtrip, found 18 hours ago
$254
Roundtrip
found 18 hours ago
Select United flight, departing Wed, Aug 13 from Chicago to Montrose, returning Mon, Aug 25, priced at $254 found 18 hours ago
Wed, Aug 13 - Wed, Aug 20
ORD
Chicago
DRO
Durango
$258 Roundtrip, found 2 days ago
$258
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Aug 13 from Chicago to Durango, returning Wed, Aug 20, priced at $258 found 2 days ago

Telluride economy flight packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Montrose
2.0-star property

Super 8 by Wyndham Montrose

8.2/10 Very Good! (1,009 reviews)

Aug 29 - Sep 1

3 night stay

Chicago (ORD) to Durango (DRO)

United • Non-stop roundtrip • Coach
per person
found 13 hours ago
Enjoyed walking to the bowling alley across the street.

Reviewed on Feb 15, 2025

Holiday Inn Express & Suites Montrose - Black Canyon Area by IHG
2.5-star property

Holiday Inn Express & Suites Montrose - Black Canyon Area by IHG

8.4/10 Very Good! (999 reviews)

Aug 29 - Sep 1

3 night stay

Chicago (ORD) to Durango (DRO)

United • Non-stop roundtrip • Coach
per person
found 13 hours ago
Whitney at the front desk went above and beyond to take care of us. The pantry is well stocked and the cookies at happy hour were great! The pool was fun and bedding comfortable. We’re coming back next year.

Reviewed on Sep 16, 2024

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More About Flying To Telluride from Chicago

Route Information for Flights from Chicago to Telluride

Origin Airport IATA Code
CHI
Destination Airport IATA Code
DRO
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Telluride

Orbitz gives you great deals on your flights from Chicago to Telluride. If you also need a discount car rental or a cheap hotel room after you arrived at your destination, Orbitz has you covered.

We Offer Great Travel Deals and Discounts

When you book flights from Chicago to Telluride with Orbitz for, you can be assured that you are getting the lowest price possible. Orbitz works constantly with our airline partners to ensure guaranteed low prices on Chicago to Telluride flights for your trip—whether you are traveling for business or for fun with your family.

Enjoy Savings on Last-Minute Flights

If you are looking for a discount price on last-minute flights from Chicago to Telluride, chances are that Orbitz can offer you a deal that will save you lots of money. Whether you just want to get away for the weekend or go on a vacation lasting weeks, Orbitz can help you find the best deals on Chicago to Telluride flights that fit your budget and your itinerary for the perfect trip.

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Frequently asked questions

Are there non-stop flights from Chicago to Telluride?
Get your passport ready, because United Airlines will fly you straight from Chicago to Telluride. Book your fare now and enjoy a relaxing, nonstop flight.
What is the shortest flight from Chicago to Telluride?
The fastest flight time from Chicago, IL (ORD-O'Hare Intl.) to Montrose Regional Airport (MTJ) is 3 hours and 40 minutes, which gives you plenty of time to enjoy a red wine or get absorbed in a good movie.
What airlines fly from Chicago to Telluride most frequently?
United Airlines offers the most services from Chicago to Telluride, with 8 flights each month.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.